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New Windsor, MD 55+ active adult communities & homes for sale - Page 13

626 homes near New Windsor

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5 rating (1 reviews) Leisure World® of Marylan...
<$100k - $800ks
Leisure World® of Marylan..., Silver Spring, MD
Resale Only | 55+ age-restricted | Built 1966 - 2009 | 5,600 homes
Four Seasons at Kent Isla...
$400ks - $700ks
Four Seasons at Kent Isla..., Kent Island, MD
New Construction | 55+ age-restricted | Built 2018 - present | 1,079 homes
4.3 rating (11 reviews) Amblebrook
$300ks - $700ks
Amblebrook, Gettysburg, PA
New Construction | 55+ age-restricted | Built 2018 - present | 2,000 homes
The Flats at Heathcote Vi...
$300ks - $500ks
The Flats at Heathcote Vi..., Haymarket, VA
New Construction | 55+ age-restricted | Built 2026 - present | 500 homes
Cameron Grove
$200ks - $400ks
Cameron Grove, Upper Marlboro, MD
Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Winding Creek
$300ks - $700ks
Winding Creek, Palmyra, PA
New Construction | 55+ age-restricted | Built 2021 - present | 82 homes
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
3.7 rating (3 reviews) Heritage Harbour
$300ks - $800ks
Heritage Harbour, Annapolis, MD
Resale Only | 55+ age-restricted | Built 1979 - 2008 | 1,683 homes
5 rating (31 reviews) Lansdowne Woods of Virgin...
$200ks - $500ks
Lansdowne Woods of Virgin..., Lansdowne, VA
Resale Only | 55+ age-restricted | Built 1998 - 2017 | 1,200 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
2 rating (1 reviews) Birchwood at Brambleton
$400ks - $1Ms
Birchwood at Brambleton, Ashburn, VA
New and Resale | 55+ age-restricted | Built 2016 - present | 1,502 homes
Beechfield Manors
$200ks - $400ks
Beechfield Manors, Bowie, MD
New Construction | 55+ age-restricted | Built 2024 - present
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 homes
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
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Questions? Call us: (443) 647-4690
5 rating (3 reviews) Heritage Hunt
$400ks - $600ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes
Emerald Pointe
$300ks - $500ks
Emerald Pointe, Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes
Gatherings at Cabin Branc...
$400ks - $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 homes
5 rating (1 reviews) Alden Place
$300ks - $500ks
Alden Place, Lebanon, PA
New and Resale | 55+ age-restricted | Built 2009 - present | 505 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Bloomfields 55+
$700ks - $800ks
Bloomfields 55+, Frederick, MD
New Construction | 55+ age-restricted | Built 2026 - present
5 rating (2 reviews) Arbor Gate
$200ks
Arbor Gate, Myerstown, PA
Resale Only | 55+ age-restricted | Built 1997 - 2005 | 378 homes
The Atrium at MetroWest
$600ks - $700ks
The Atrium at MetroWest, Fairfax, VA
New Construction | 55+ age-restricted | Built 2018 - present | 206 homes
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Penn National
$100ks - $600ks
Penn National, Fayetteville, PA
New and Resale | Age-targeted | Built 1968 - present | 1,100 homes
The Woodlands of Urbana
$500ks - $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only | 55+ age-restricted | Built 2019 - 2025 | 565 homes
Four Seasons at Virginia ...
$400ks - $500ks
Four Seasons at Virginia ..., Woodbridge, VA
New Construction | 55+ age-restricted | Built 2021 - present | 185 homes
5 rating (1 reviews) Gatherings at Wellington
$300ks - $400ks
Gatherings at Wellington, Manassas, VA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 135 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
5 rating (2 reviews) Central Parke at Victoria...
$300ks - $500ks
Central Parke at Victoria..., Laurel, MD
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 609 homes
Tanyard Shores
$400ks - $500ks
Tanyard Shores, Glen Burnie, MD
New Construction | 55+ age-restricted | Built 2020 - present | 190 homes
Legacy at Fallston Common...
$500ks
Legacy at Fallston Common..., Fallston, MD
Resale Only | 55+ age-restricted | Built 2011 - 2018 | 187 homes
5 rating (1 reviews) Gatherings at Lyndwood
$300ks - $400ks
Gatherings at Lyndwood, Elkridge, MD
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 216 homes
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Winifred Manor
$200ks
Winifred Manor, Eldersburg, MD
Resale Only | 55+ age-restricted | Built 1998 - 2002 | 152 homes
5 rating (1 reviews) Carroll Vista
$300ks
Carroll Vista, Taneytown, MD
Resale Only | 55+ age-restricted | Built 2004 - 2017 | 453 homes
The Village at Freedom Hi...
$300ks
The Village at Freedom Hi..., Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2007 - present | 66 homes
Traditions of America at ...
$400ks - $600ks
Traditions of America at ..., Mechanicsburg, PA
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 517 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Cedar Ridge at Piney Orch...
$200ks - $300ks
Cedar Ridge at Piney Orch..., Odenton, MD
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 450 homes
Carroll's Creek
$300ks
Carroll's Creek, Gambrills, MD
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 162 homes
Blue Ridge
$300ks - $400ks
Blue Ridge, Harrisburg, PA
New and Resale | Age-targeted | Built 2020 - present | 130 homes
Rosehill Manor Villas
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction | 55+ age-restricted | Built 2022 - present | 177 homes
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Spring Valley Estates
$300ks - $400ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
Signature Club at Greenvi...
$400ks - $500ks
Signature Club at Greenvi..., New Market, MD
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 233 homes
123...4
Birchwood at Brambleton 23664 HAVELOCK WALK TER 101, ASHBURN, VA..., Ashburn, VA 20148
$657,468

2 beds

|

3 baths

|

1,576 sq ft

|

Condo

23664 HAVELOCK WALK TER 101, ASHBURN, VA...
Cadence at Lansdowne 43917 MARITIME SONG TER, LEESBURG, VA, 2..., Leesburg, VA 20176
$715,000

3 beds

|

3 baths

|

2,389 sq ft

43917 MARITIME SONG TER, LEESBURG, VA, 2...
Leisure World® of Maryland 15211 ELKRIDGE WAY 94-3C, SILVER SPRING,..., Silver Spring, MD 20906
$213,000

2 beds

|

2 baths

|

1,030 sq ft

|

Condo

15211 ELKRIDGE WAY 94-3C, SILVER SPRING,...
Emerald Pointe 13412 MARQUISE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$409,900

2 beds

|

2 baths

|

1,952 sq ft

13412 MARQUISE DR, HAGERSTOWN, MD, 21742
Community: Emerald Pointe
Amblebrook 207 GRAND OVERLOOK DR, GETTYSBURG, PA, 1..., Gettysburg, PA 17325
$379,890

3 beds

|

2 baths

|

1,915 sq ft

207 GRAND OVERLOOK DR, GETTYSBURG, PA, 1...
Community: Amblebrook
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Heritage Harbour 930 ASTERN WAY UNIT 512, ANNAPOLIS, MD, ..., Annapolis, MD 21401
$365,000

2 beds

|

2 baths

|

1,551 sq ft

|

Condo

930 ASTERN WAY UNIT 512, ANNAPOLIS, MD, ...
Community: Heritage Harbour
Birchwood at Brambleton 23595 GOLDEN EMBERS SQ, ASHBURN, VA, 201..., Ashburn, VA 20148
$860,000

3 beds

|

4 baths

|

3,637 sq ft

23595 GOLDEN EMBERS SQ, ASHBURN, VA, 201...
Emerald Hills 1603 MARTHA CT 101, BEL AIR, MD, 21015, Bel Air, MD 21015
$295,000

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

1603 MARTHA CT 101, BEL AIR, MD, 21015
Community: Emerald Hills
Amblebrook 53 GENTLE SLOPE WAY, GETTYSBURG, PA, 173..., Gettysburg, PA 17325
$524,990

2 beds

|

3 baths

|

2,057 sq ft

53 GENTLE SLOPE WAY, GETTYSBURG, PA, 173...
Community: Amblebrook
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Amblebrook 179 GRAND OVERLOOK, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325
$348,990

2 beds

|

2 baths

|

1,483 sq ft

179 GRAND OVERLOOK, GETTYSBURG, PA, 1732...
Community: Amblebrook
Penn National 6157 BURNING TREE LN, FAYETTEVILLE, PA, ..., Fayetteville, PA 17222
$369,900

3 beds

|

3 baths

|

1,664 sq ft

6157 BURNING TREE LN, FAYETTEVILLE, PA, ...
Community: Penn National
Tanyard Shores 7600 ROSSVILLE LN, GLEN BURNIE, MD, 2106..., Glen Burnie, MD 21060
$579,000

4 beds

|

4 baths

|

3,738 sq ft

7600 ROSSVILLE LN, GLEN BURNIE, MD, 2106...
Community: Tanyard Shores
The Crossings at Sweetbriar 926 SWEETBAY LN, LEBANON, PA, 17046, Lebanon, PA 17046
$384,900

3 beds

|

2 baths

|

1,378 sq ft

926 SWEETBAY LN, LEBANON, PA, 17046
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Beechfield Manors 4003 SEASIDE ALDER RD 0308 - ROSE, BOWIE..., Bowie, MD 20720
$370,440

2 beds

|

2 baths

|

1,294 sq ft

|

Condo

4003 SEASIDE ALDER RD 0308 - ROSE, BOWIE...
Community: Beechfield Manors
Cameron Grove 12900 FOX BOW DR 206, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774
$299,000

2 beds

|

2 baths

|

1,270 sq ft

|

Condo

12900 FOX BOW DR 206, UPPER MARLBORO, MD...
Community: Cameron Grove
Four Seasons at Virginia Crossing 13950 ENGLEFIELD DR 302, WOODBRIDGE, VA,..., Woodbridge, VA 22193
$495,000

2 beds

|

3 baths

|

1,811 sq ft

|

Condo

13950 ENGLEFIELD DR 302, WOODBRIDGE, VA,...
Leisure World® of Maryland 15101 INTERLACHEN DR 1-612, SILVER SPRIN..., Silver Spring, MD 20906
$259,900

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

15101 INTERLACHEN DR 1-612, SILVER SPRIN...
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Winding Creek 204 PINNACLE RIDGE DR, ANNVILLE, PA, 170..., Annville, PA 17003
$637,900

2 beds

|

2 baths

|

2,003 sq ft

204 PINNACLE RIDGE DR, ANNVILLE, PA, 170...
Community: Winding Creek
Carroll's Creek 1412 WIGEON WAY UNIT 101, GAMBRILLS, MD,..., Gambrills, MD 21054
$460,000

3 beds

|

2 baths

|

1,777 sq ft

|

Condo

1412 WIGEON WAY UNIT 101, GAMBRILLS, MD,...
Community: Carroll's Creek
The Woodlands of Urbana 3412 ANGELICA WAY 402, FREDERICK, MD, 21..., Frederick, MD 21704
$525,000

2 beds

|

2 baths

|

Condo

3412 ANGELICA WAY 402, FREDERICK, MD, 21...
Heritage Harbour 1955 MARCONI CIR, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$445,000

2 beds

|

2 baths

|

1,200 sq ft

1955 MARCONI CIR, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Leisure World® of Maryland 15100 INTERLACHEN DR 4-521, SILVER SPRIN..., Silver Spring, MD 20906
$369,990

3 beds

|

3 baths

|

1,530 sq ft

|

Condo

15100 INTERLACHEN DR 4-521, SILVER SPRIN...
Heritage Hunt 7065 HERITAGE HUNT DR 108, GAINESVILLE, ..., Gainesville, VA 20155
$399,000

2 beds

|

2 baths

|

1,292 sq ft

|

Condo

7065 HERITAGE HUNT DR 108, GAINESVILLE, ...
Community: Heritage Hunt
The Atrium at MetroWest 9555 SAINTSBURY DR 503, FAIRFAX, VA, 220..., Fairfax, VA 22031
$799,000

2 beds

|

2 baths

|

1,546 sq ft

|

Condo

9555 SAINTSBURY DR 503, FAIRFAX, VA, 220...
Cameron Grove 14040 NEW ACADIA LN 107, UPPER MARLBORO,..., Upper Marlboro, MD 20774
$299,990

2 beds

|

2 baths

|

1,122 sq ft

|

Condo

14040 NEW ACADIA LN 107, UPPER MARLBORO,...
Community: Cameron Grove
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Heritage Harbour 1943 MARCONI CIR, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$430,000

2 beds

|

2 baths

|

1,032 sq ft

1943 MARCONI CIR, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Birchwood at Brambleton 23631 HAVELOCK WALK TER 404, ASHBURN, VA..., Ashburn, VA 20148
$550,000

2 beds

|

2 baths

|

1,959 sq ft

|

Condo

23631 HAVELOCK WALK TER 404, ASHBURN, VA...
Leisure World® of Maryland 3345 LEISURE WORLD BLVD 96-J, SILVER SPR..., Silver Spring, MD 20906
$214,900

2 beds

|

3 baths

|

1,600 sq ft

|

Condo

3345 LEISURE WORLD BLVD 96-J, SILVER SPR...
Carroll Vista 8 HAYRIDE LN 222, TANEYTOWN, MD, 21787, Taneytown, MD 21787
$479,900

3 beds

|

3 baths

|

2,792 sq ft

|

Condo

8 HAYRIDE LN 222, TANEYTOWN, MD, 21787
Community: Carroll Vista
Emerald Pointe 13366 MARQUISE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$419,900

2 beds

|

2 baths

|

2,826 sq ft

13366 MARQUISE DR, HAGERSTOWN, MD, 21742
Community: Emerald Pointe
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Four Seasons at Kent Island 111 FLYCATCHER WAY, CHESTER, MD, 21619, Chester, MD 21619
$1,400,000

5 beds

|

5 baths

|

3,225 sq ft

111 FLYCATCHER WAY, CHESTER, MD, 21619
Four Seasons at Kent Island 123 FLYCATCHER WAY, CHESTER, MD, 21619, Chester, MD 21619
$1,300,000

3 beds

|

3 baths

|

2,789 sq ft

123 FLYCATCHER WAY, CHESTER, MD, 21619
Four Seasons at Kent Island 127 FLYCATCHER WAY, CHESTER, MD, 21619, Chester, MD 21619
$1,100,000

2 beds

|

2 baths

|

1,993 sq ft

127 FLYCATCHER WAY, CHESTER, MD, 21619
Four Seasons at Kent Island 117 FLYCATCHER WAY, CHESTER, MD, 21619, Chester, MD 21619
$1,400,000

3 beds

|

4 baths

|

2,930 sq ft

117 FLYCATCHER WAY, CHESTER, MD, 21619
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Leisure World® of Maryland 15205 TOTTENHAM TER 24-B, SILVER SPRING,..., Silver Spring, MD 20906
$435,000

3 beds

|

2 baths

|

1,193 sq ft

|

Condo

15205 TOTTENHAM TER 24-B, SILVER SPRING,...
Carroll Vista 17 HAYRIDE LN 204, TANEYTOWN, MD, 21787, Taneytown, MD 21787
$489,900

3 beds

|

3 baths

|

3,130 sq ft

|

Condo

17 HAYRIDE LN 204, TANEYTOWN, MD, 21787
Community: Carroll Vista
Leisure World® of Maryland 3200 N LEISURE WORLD BLVD 417, SILVER SP..., Silver Spring, MD 20906
$380,000

3 beds

|

2 baths

|

1,540 sq ft

|

Condo

3200 N LEISURE WORLD BLVD 417, SILVER SP...
Crestwood Village 6905 CHOKEBERRY CT, FREDERICK, MD, 21703, Frederick, MD 21703
$314,900

2 beds

|

1 baths

|

1,160 sq ft

6905 CHOKEBERRY CT, FREDERICK, MD, 21703
Community: Crestwood Village
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Leisure World® of Maryland 15115 INTERLACHEN DR 3-308, SILVER SPRIN..., Silver Spring, MD 20906
$229,000

2 beds

|

2 baths

|

1,115 sq ft

|

Condo

15115 INTERLACHEN DR 3-308, SILVER SPRIN...
Leisure World® of Maryland 15210 ELKRIDGE WAY 91-3K, SILVER SPRING,..., Silver Spring, MD 20906
$239,900

3 beds

|

2 baths

|

1,340 sq ft

|

Condo

15210 ELKRIDGE WAY 91-3K, SILVER SPRING,...

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